2-Mercaptobenzoic Acid → HCID 15480017, compound

HRID 1873239Notes

Reaction equation

O=C1C2C=CC=CC=2SC2C=CC(C(C)C(O)=O)=CC=2C1.N[C:23]1[CH:28]=[CH:27][C:26]([CH:29]([CH3:33])[C:30]([OH:32])=[O:31])=[CH:25][C:24]=1[CH2:34][C:35]([OH:37])=[O:36].[C:38]([OH:47])(=[O:46])[C:39]1[C:40](=[CH:42][CH:43]=[CH:44][CH:45]=1)[SH:41]>>[C:35]([CH2:34][C:24]1[CH:25]=[C:26]([CH:29]([CH3:33])[C:30]([OH:32])=[O:31])[CH:27]=[CH:28][C:23]=1[S:41][C:40]1[CH:42]=[CH:43][CH:44]=[CH:45][C:39]=1[C:38]([OH:47])=[O:46])([OH:37])=[O:36]

Participants

Reactant 3

HCID 54432-Mercaptobenzoic Acid

HCID 5720Zaltoprofen

HCID 11138738HCID 11138738, compound

Product 1

HCID 15480017HCID 15480017, compound

Procedure

A process for preparing 2-(10,11-dihydro-10-oxodibenzo [b,f] thiepin-2-yl)propionic acid which comprises subjecting 2-(4-amino-3-carboxymethylphenyl)propionic acid or its salt to diazotization and subsequent reaction with thiosalicylic acid to produce 2-[3-carboxymethyl-4-(2-carboxyphenylthio)phenyl]propionic acid or its salt, esterifying the product to give a 2-[3-(lower)alkoxycarbonylmethyl-4-(2-(lower)alkoxycarbonylphenylthio)phenyl]-propionic acid (lower)alkyl ester, cyclizing the resulting ester to produce a 2-(10,11-dihydro-11-(lower)alkoxycarbonyl-10-oxodibenzo [b,f] thiepin-2-yl)propionic acid (lower)alkyl ester, and subjecting the resulting ester to hydrolysis and decarboxylation.

Sources & evidence

ORD record: ord-b5073065d38e43d9bf63321c0a1a9470
Source dataset: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06111115

Reaction notes

Loading…